azepan-1-yl(phenyl)acetonitrile(SALTDATA: FREE)

Base Information

• Chemical Name: azepan-1-yl(phenyl)acetonitrile(SALTDATA: FREE)
• CAS No.: 17766-41-5
• Molecular Formula: C₁₄H₁₈N₂
• Molecular Weight: 214.31
• Hs Code.: 2933990090
• Mol file: 17766-41-5.mol

Synonyms:azepan-1-yl(phenyl)acetonitrile(SALTDATA: FREE)

Chemical Property of azepan-1-yl(phenyl)acetonitrile(SALTDATA: FREE)

Chemical Property:

• PSA: 27.03000
• LogP: 3.06518

Purity/Quality:

98%min ^*data from raw suppliers

Azepan-1-yl(phenyl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of azepan-1-yl(phenyl)acetonitrile(SALTDATA: FREE)

There total 3 articles about azepan-1-yl(phenyl)acetonitrile(SALTDATA: FREE) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 59.0%

hexamethylene imine (111-49-9) + benzaldehyde (100-52-7) + potassium hexacyanoferrate(III) + potassium ferrocyanide → 2-(azepan-1-yl)-2-phenylacetonitrile (17766-41-5)

Guidance literature:

With acetic acid; In water; ethyl acetate; at 80 ℃; for 13h; Darkness; Green chemistry;

DOI:10.1039/c9gc00720b

Reference yield:

hexamethylene imine (111-49-9) + (RS)-mandelonitrile (532-28-5,613-88-7) → 1-benzylazepane-2-carbonitrile (1400252-68-7) + 2-(azepan-1-yl)-2-phenylacetonitrile (17766-41-5)

Guidance literature:

With 2-Ethylhexanoic acid; In toluene; at 220 ℃; for 0.333333h; Overall yield = 79 %; regioselective reaction; Microwave irradiation; Sealed tube;

DOI:10.1021/ja308009g

Reference yield:

benzaldehyde (100-52-7) → 1-benzylazepane-2-carbonitrile (1400252-68-7) + 2-(azepan-1-yl)-2-phenylacetonitrile (17766-41-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper(II) bis(trifluoromethanesulfonate) / dichloromethane / 0.25 h / 20 °C

1.2: 18 h / 20 °C

2.1: 2-Ethylhexanoic acid / toluene / 0.33 h / 220 °C / Microwave irradiation; Sealed tube

With 2-Ethylhexanoic acid; copper(II) bis(trifluoromethanesulfonate); In dichloromethane; toluene;

DOI:10.1021/ja308009g

upstream raw materials:

hexamethylene imine

(RS)-mandelonitrile

benzaldehyde

Refernces

• 1、 Ma, Longle,Chen, Weijie,Seidel, Daniel. "Redox-neutral α-cyanation of amines". supporting information. p. 15305 - 15308. Retrieved 2012/10/29.